Ammonium formate → Tert-butyl 4-[3-[4-(1-[3-(trifluoromethyl)-7,8-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl]phenoxy]propyl]piperazine-1-carboxylate

10% Palladium on carbon (0.859 g, 0.81 mmol) was added to tert-butyl 4-[3-[4-[1-(3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]phenoxy]propyl]piperazine-1-carboxylate (2.38 g, 4.04 mmol) and ammonium formate (2.55 g, 40.36 mmol) in ethanol (100 mL). The resulting mixture was stirred at 78° C., with further portions of ammonium formate being added every 5 hours until the reaction was complete. The reaction mixture was cooled to room temperature and the catalyst was removed by filtration. The filtrate was evaporated to dryness, the residue was re-dissolved in DCM (100 mL) and the solution was washed with water (50 mL) and brine (50 mL). The solvents were evaporated to give tert-butyl 4-[3-[4-(1-[3-(trifluoromethyl)-7,8-dihydro-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)piperidin-4-yl]phenoxy]propyl]piperazine-1-carboxylate (2.090 g, 88%) as a solid.

1. additionadded every 5 hours until the reaction
2. customthe catalyst was removed by filtration
3. customThe filtrate was evaporated to dryness
4. dissolutionthe residue was re-dissolved in DCM (100 mL)
5. washthe solution was washed with water (50 mL) and brine (50 mL)
6. customThe solvents were evaporated

ORD-Eintrag

ord-d6b463e0557d4f0b8f7e93efb86b69b8

Quelldatensatz

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08258140B2